6-Bromo-2-fluoro-3-hydroxybenzaldehyde → 4-Fluorobenzo[c][1,2]oxaborole-1,5(3H)-diol

Reaction equation

Br[C:2]1[C:7]([CH:8]=[O:9])=[C:6]([F:10])[C:5]([OH:11])=[CH:4][CH:3]=1.FC1C(O)=CC2C[O:19][B:18](O)C=2C=1>>[F:10][C:6]1[C:7]2[CH2:8][O:9][B:18]([OH:19])[C:2]=2[CH:3]=[CH:4][C:5]=1[OH:11]

Participants

Reactant 2

HCID 534387996-Bromo-2-fluoro-3-hydroxybenzaldehyde

HCID 580799216-Fluorobenzo[c][1,2]oxaborole-1,5(3H)-diol

Product 1

HCID 667264544-Fluorobenzo[c][1,2]oxaborole-1,5(3H)-diol

Procedure

4-Fluorobenzo[c][1,2]oxaborole-1,5(3H)-diol was prepared from 6-bromo-2-fluoro-3-hydroxybenzaldehyde in a similar manner to that of Intermediate 2.

Sources & evidence

ORD record: ord-676d16e0ce164de5a0ec95d405025a96
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09145429B2

Reaction notes

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